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Iminodiacetic acid

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Iminodiacetic acid
Names
IUPAC name 2-(carboxymethylamino)acetic acid
Other names Diglycolamidic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.005.051 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)Key: NBZBKCUXIYYUSX-UHFFFAOYSA-N
  • InChI=1/C4H7NO4/c6-3(7)1-5-2-4(8)9/h5H,1-2H2,(H,6,7)(H,8,9)Key: NBZBKCUXIYYUSX-UHFFFAOYAF
SMILES
  • O=C(O)CNCC(=O)O
Properties
Chemical formula C4H7NO4
Molar mass 133.103 g·mol
Density 1.436 g/cm
Melting point 247.5 °C
Hazards
Flash point 178 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Iminodiacetic acid, HN(CH2CO2H)2, often abbreviated to IDA, is an dicarboxylic acid amine. The iminodiacetate anion can act as a tridentate ligand to form a metal complex with two, fused, five membered chelate rings. The proton on the nitrogen atom can be replaced by a carbon atom of a polymer to create an ion-exchange resin, such as chelex 100.

IDA forms stronger complexes than the bidentate ligand glycine and weaker complexes than the tetradentate ligand nitrilotriacetic acid.

A metal complex with the iminodiacetate anion

See also

References

  1. Schwarzenbach, G (1952). "Der Chelateffekt". Helv. Chim. Acta. 35: 2344–2359. doi:10.1002/hlca.19520350721.
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